Fear Free, Pet Sitters International and NAPPS memberships shown on its site
Ravenswood
About
Solo dog walks from $31 and overnight pet sitting at $215 per 24 hours, with Fear Free, PSI and NAPPS memberships shown on its site.
Services
Walking, Training
Windy City Paws has walked dogs in Chicago since 2009. Its office address appears on the map on its own site, on Ravenswood Avenue.
Walks are solo, with the same walker every day; the company says it does not pack-walk.
Published prices:
- 30-minute walk: $31 on a daily plan (three or more weekdays a week), $41 occasionally
- 60-minute walk: $49 daily, $59 occasionally
- Training walk or dog run, 30 minutes: $45
- 2-hour pet sit $125; overnight pet sit $215 per 24 hours
- Surcharges: evenings +$7, weekends +$7 or +$14, extra pet +$6, holidays +$25
On trust, the company says it is bonded, insured and licensed in the city of Chicago, that all walkers are employees, and it shows Fear Free, Pet Sitters International and NAPPS memberships. Visits are GPS-verified.
It lists seventeen neighborhoods, each with its own page on its site; those are service-area pages, not offices.
Prices from the company's own site, read 2026-10-13. Daily rates need three or more weekday walks a week. Office address taken from the map on its own site. Bonded, insured and licensed in Chicago; walkers are employees, per the company.
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Location
Serves
Andersonville
Bucktown
Gold Coast
Lakeview
Lincoln Park
Lincoln Square
Logan Square
The Loop
North Center
Old Town
Ravenswood
River North
Roscoe Village
South Loop
Streeterville
West Loop
Wicker Park
Contact
Windy City Paws
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